HCID 66847828, compound → HCID 178491802, compound

HRID 1631319Notes

Reaction equation

HRID 1631319 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:25][CH3:26])=[C:6]([C@H:8]2[CH2:12][CH2:11][CH2:10][N:9]2[C:13]2[CH:18]=[CH:17][N:16]3[N:19]=[CH:20][C:21]([C:22](O)=[O:23])=[C:15]3[N:14]=2)[CH:7]=1.[NH2:27][C@H:28]1[CH2:33][CH2:32][C@H:31]([OH:34])[CH2:30][CH2:29]1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:25][CH3:26])=[C:6]([C@H:8]2[CH2:12][CH2:11][CH2:10][N:9]2[C:13]2[CH:18]=[CH:17][N:16]3[N:19]=[CH:20][C:21]([C:22]([NH:27][C@H:28]4[CH2:33][CH2:32][C@H:31]([OH:34])[CH2:30][CH2:29]4)=[O:23])=[C:15]3[N:14]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 66847828HCID 66847828, compoundHCID 178511715HCID 178511715, compound

Product 1

HCID 178491802HCID 178491802, compoundYield 97%

Procedure

Prepared by the method as described in Example 1 using (R)-5-(2-(5-fluoro-2-methoxyphenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (Preparation G) and (trans)-4-aminocyclohexanol. The crude material was purified by reverse phase chromatography, eluting with 0-60% acetonitrile/water to yield the title compound as a white solid (32 mg, 97% yield). MS (apci) m/z=454.1 (M+H).

Workup

  1. customPrepared by the method
  2. customThe crude material was purified by reverse phase chromatography
  3. washeluting with 0-60% acetonitrile/water

Sources & evidence

ORD record
ord-95a7ab0dfbb54cc2a05a74b36de50970
Source dataset
uspto-grants-2014_07
Patent number
US08791123B2

Reaction notes

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